EP1174423A4 - Substrates for thioredoxin reductase - Google Patents

Substrates for thioredoxin reductase

Info

Publication number
EP1174423A4
EP1174423A4 EP00913022A EP00913022A EP1174423A4 EP 1174423 A4 EP1174423 A4 EP 1174423A4 EP 00913022 A EP00913022 A EP 00913022A EP 00913022 A EP00913022 A EP 00913022A EP 1174423 A4 EP1174423 A4 EP 1174423A4
Authority
EP
European Patent Office
Prior art keywords
thioredoxin reductase
substrates
hydrogen
benzisoselenazol
halogeno
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP00913022A
Other languages
German (de)
French (fr)
Other versions
EP1174423A1 (en
Inventor
Arne Holmgren
Marjan H Amiri
Hiroyuki Masayasu
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
HOLMGREN, ARNE
Original Assignee
Individual
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Publication of EP1174423A1 publication Critical patent/EP1174423A1/en
Publication of EP1174423A4 publication Critical patent/EP1174423A4/en
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D293/00—Heterocyclic compounds containing rings having nitrogen and selenium or nitrogen and tellurium, with or without oxygen or sulfur atoms, as the ring hetero atoms
    • C07D293/02—Heterocyclic compounds containing rings having nitrogen and selenium or nitrogen and tellurium, with or without oxygen or sulfur atoms, as the ring hetero atoms not condensed with other rings
    • C07D293/04—Five-membered rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/16—Amides, e.g. hydroxamic acids
    • A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
    • A61K31/166—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide having the carbon of a carboxamide group directly attached to the aromatic ring, e.g. procainamide, procarbazine, metoclopramide, labetalol
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/16—Amides, e.g. hydroxamic acids
    • A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
    • A61K31/167—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide having the nitrogen of a carboxamide group directly attached to the aromatic ring, e.g. lidocaine, paracetamol
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P39/00—General protective or antinoxious agents
    • A61P39/06—Free radical scavengers or antioxidants
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C391/00—Compounds containing selenium
    • C07C391/02—Compounds containing selenium having selenium atoms bound to carbon atoms of six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
    • C12N9/0004—Oxidoreductases (1.)
    • C12N9/0012—Oxidoreductases (1.) acting on nitrogen containing compounds as donors (1.4, 1.5, 1.6, 1.7)
    • C12N9/0036—Oxidoreductases (1.) acting on nitrogen containing compounds as donors (1.4, 1.5, 1.6, 1.7) acting on NADH or NADPH (1.6)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P9/00—Preparation of organic compounds containing a metal or atom other than H, N, C, O, S or halogen

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Medicinal Chemistry (AREA)
  • Genetics & Genomics (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Biochemistry (AREA)
  • General Engineering & Computer Science (AREA)
  • Biotechnology (AREA)
  • Microbiology (AREA)
  • Epidemiology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Molecular Biology (AREA)
  • Pain & Pain Management (AREA)
  • Biomedical Technology (AREA)
  • Toxicology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Enzymes And Modification Thereof (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Substrates for thioredoxin reductase, containing compounds represented by general formula (1) or (1') (such as 2-phenyl-1,2-benzisoselenazol-3(2H)-one or open-ring derivatives thereof) (wherein R?1 and R2¿ are each hydrogen, halogeno, trifluoromethyl, or the like; R3 is aryl, an aromatic heterocyclic group, or the like; R4 is hydrogen, hydroxyl, an -S-α-amino acid group, or the like; R5 is hydrogen or C¿1?-C6 alkyl; Y is oxygen or sulfur; and n is an integer of 0 to 5, with the proviso that the selenium atom may be oxidized). These substrates are reduced by thioredoxin reductase in the presence of NADPH and enhance the peroxidase activity of thioredoxin reductase.
EP00913022A 1999-03-31 2000-03-31 Substrates for thioredoxin reductase Withdrawn EP1174423A4 (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
JP9278999 1999-03-31
JP9278999 1999-03-31
JP10147899 1999-04-08
JP10147899 1999-04-08
PCT/JP2000/002076 WO2000058281A1 (en) 1999-03-31 2000-03-31 Substrates for thioredoxin reductase

Publications (2)

Publication Number Publication Date
EP1174423A1 EP1174423A1 (en) 2002-01-23
EP1174423A4 true EP1174423A4 (en) 2008-03-19

Family

ID=26434167

Family Applications (1)

Application Number Title Priority Date Filing Date
EP00913022A Withdrawn EP1174423A4 (en) 1999-03-31 2000-03-31 Substrates for thioredoxin reductase

Country Status (6)

Country Link
US (1) US7671211B1 (en)
EP (1) EP1174423A4 (en)
AU (1) AU3457300A (en)
CA (1) CA2368484A1 (en)
HK (1) HK1042082A1 (en)
WO (1) WO2000058281A1 (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20150050682A1 (en) * 2013-08-15 2015-02-19 University Of Vermont And State Agricultural College Direct assay of thioredoxin reductase activity
US10058542B1 (en) 2014-09-12 2018-08-28 Thioredoxin Systems Ab Composition comprising selenazol or thiazolone derivatives and silver and method of treatment therewith
EP3548043B1 (en) 2016-12-05 2022-10-05 Thioredoxin Systems AB Antibiotic compositions comprising silver ions and ebselen
WO2021207271A1 (en) * 2020-04-10 2021-10-14 Ebvia Inc. Organoselenide glutathione peroxidase mimetics for the treatment of inflammatory pulmonary disorders
CN111748604A (en) * 2020-07-06 2020-10-09 兰州大学 Method for detecting thioredoxin reductase activity
WO2023240092A1 (en) * 2022-06-06 2023-12-14 Sound Pharmaceuticals Inc. Ebselen containing oral dosage forms

Citations (6)

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Publication number Priority date Publication date Assignee Title
DE3638124A1 (en) * 1986-11-08 1988-05-11 Nattermann A & Cie Novel pharmaceutical use of ebselen
US4757063A (en) * 1986-05-20 1988-07-12 A. Nattermann & Cie. Gmbh Process for the treatment of diseases caused by oxidative stress
WO1996033712A1 (en) * 1995-04-25 1996-10-31 Daiichi Pharmaceutical Co., Ltd. Remedy for acquired immunodeficiency syndrome
EP0819682A1 (en) * 1996-07-17 1998-01-21 Oxis International S.A. Use of novel organoselenium compounds as pro-oxidizing agents, their methods of preparation and pharmaceutical compositions and application containing them
EP0826370A1 (en) * 1996-08-27 1998-03-04 A. Nattermann & Cie. GmbH Pharmaceutical composition comprising 2-phenyl-1,2-benzoisoelenazol-3(2H)-one for the treatment of Alzheimer disease
WO1998029417A1 (en) * 1996-12-27 1998-07-09 Oxis Isle Of Man, Limited Cyclic organoselenium compounds, their preparation and their uses

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DE3226284A1 (en) 1982-07-14 1984-01-19 A. Nattermann & Cie GmbH, 5000 Köln NEW BENZISOSELENAZOLONES, METHOD FOR THE PRODUCTION THEREOF AND PHARMACEUTICAL PREPARATIONS CONTAINING THEM
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JP2710638B2 (en) 1988-09-16 1998-02-10 第一製薬株式会社 Pancreatic disease treatment
DE3836892A1 (en) 1988-10-29 1990-05-03 Nattermann A & Cie PARENTERAL APPLICABLE, STABLE MEDICINAL SOLUTIONS
KR100214453B1 (en) 1992-01-17 1999-08-02 스즈키 다다시 Inhibitor for restenosis after percutaneous coronary arterioplasty
JP2553434B2 (en) 1992-04-28 1996-11-13 第一製薬株式会社 Granular formulation
JPH07233056A (en) 1993-09-03 1995-09-05 Dai Ichi Seiyaku Co Ltd Lipoxygenase inhibitor
DK0729756T3 (en) 1993-10-27 2000-06-05 Daiichi Seiyaku Co Granular pharmaceutical preparation
JP4046151B2 (en) 1996-01-26 2008-02-13 独立行政法人物質・材料研究機構 Asthma treatment
NZ330198A (en) 1996-01-26 2000-06-23 Nattermann A & Cie Asthma therapeutic agents especially 2-phenyl-1,2-benzoisoselenazole-3(2H)-one
JP2000016935A (en) 1998-07-01 2000-01-18 Dai Ichi Seiyaku Co Ltd Cyclooxygenase inhibitor
JP2000086508A (en) 1998-09-16 2000-03-28 Dai Ichi Seiyaku Co Ltd Histamine release inhibitor
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Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4757063A (en) * 1986-05-20 1988-07-12 A. Nattermann & Cie. Gmbh Process for the treatment of diseases caused by oxidative stress
DE3638124A1 (en) * 1986-11-08 1988-05-11 Nattermann A & Cie Novel pharmaceutical use of ebselen
WO1996033712A1 (en) * 1995-04-25 1996-10-31 Daiichi Pharmaceutical Co., Ltd. Remedy for acquired immunodeficiency syndrome
EP0819682A1 (en) * 1996-07-17 1998-01-21 Oxis International S.A. Use of novel organoselenium compounds as pro-oxidizing agents, their methods of preparation and pharmaceutical compositions and application containing them
US6057310A (en) * 1996-07-17 2000-05-02 Oxis Isle Of Man, Limited Organoselenium compounds with pro-oxidant activity and pharmaceutical use thereof
EP0826370A1 (en) * 1996-08-27 1998-03-04 A. Nattermann & Cie. GmbH Pharmaceutical composition comprising 2-phenyl-1,2-benzoisoelenazol-3(2H)-one for the treatment of Alzheimer disease
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WO1998029417A1 (en) * 1996-12-27 1998-07-09 Oxis Isle Of Man, Limited Cyclic organoselenium compounds, their preparation and their uses

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Title
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See also references of WO0058281A1 *
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Also Published As

Publication number Publication date
HK1042082A1 (en) 2002-08-02
CA2368484A1 (en) 2000-10-05
AU3457300A (en) 2000-10-16
EP1174423A1 (en) 2002-01-23
WO2000058281A1 (en) 2000-10-05
US7671211B1 (en) 2010-03-02

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